Enterprise Holiday Rentals

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Our top choices for Enterprise holiday rentals

ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
10.0 out of 10, Exceptional, (1 review)
"I booked this stay for my elderly, mom, And everything went really well. The house was very accessible and within walking distance to so many Great shops. The apartment itself was very comfortable and the host was very prompt at responding to everything my mum needed, we will definitely Book this again if we need a place to stay, thank you so much!"
Canada
Jean P.
The price is AU$136
includes taxes & fees
18 May - 19 May
ModernRetreat with Easy Access to Everything

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is AU$220
includes taxes & fees
17 May - 18 May
Serene 1-bedroom apt with AC in charming Chaguanas

Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!

Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!
Woodbrook
The price is AU$165
includes taxes & fees
22 May - 23 May
Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom
Claxton Bay
The price is AU$165
includes taxes & fees
27 May - 28 May
Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom

Cosy Carnival quarters in downtown POS

Cosy Carnival quarters in downtown POS
Downtown Port of Spain
The price is AU$243
includes taxes & fees
21 May - 22 May
Cosy Carnival quarters in downtown POS

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is AU$505
includes taxes & fees
23 May - 24 May
3-bedroom Home with Private Jacuzzi

Comfortable and Safe

Comfortable and Safe
Cunupia
8.4 out of 10, Very good, (8 reviews)
"Laundry room was a major plus for me especially for someone who travels alot"
United States
Joanne
The price is AU$100
includes taxes & fees
17 May - 18 May
Comfortable and Safe

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Chin Chin Savanna Village
10.0 out of 10, Exceptional, (1 review)
"The place was very clean"
United States
Bryan
The price is AU$136
includes taxes & fees
21 May - 22 May
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Kelly Village
10.0 out of 10, Exceptional, (3 reviews)
"It was cool! Just what I needed for my short stay!!"
United States
Sherna
The price is AU$135
includes taxes & fees
17 May - 18 May
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (3 reviews)
"v convenient for transit passengers no headaches no hassle no waist of time pickup drop will coust you only 20usd "
United States
DEEPIKA
The price is AU$158
includes taxes & fees
17 May - 18 May
El Carmen Apartments

Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco

Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
St helena village piarco
2.0 out of 10, (1 review)
"This was a terrible host. A very bad actor. I travelled internationally on an 12 hour trip to find that this host sold my paid lodging to another guest and I was stranded at the airport with no lodging for better than 6 hours. The VRBO team contacted the host and host admitted to charging my credit card cost and not having the lodging I paid for because they sold it to another customer. The VRBO team cancelled the reservation and processed a refund for my money to my credit card. This hosted...
United States
Clifford T.
The price is AU$204
includes taxes & fees
17 May - 18 May
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco

Stewart Hotel Apt - Trincity, Airport, Full Apt

Stewart Hotel Apt - Trincity, Airport, Full Apt
Trincity
9.4 out of 10, Exceptional, (3 reviews)
"Very Good & Pleasant Apt. In a Good Area too and the host and his wife is helpful and lovely. "
United States
Lindy-Ann
The price is AU$138
includes taxes & fees
8 June - 9 June
Stewart Hotel Apt - Trincity, Airport, Full Apt

Cozy 1-bedroom apartment with WiFi, AC and mins to Airport

Cozy 1-bedroom apartment with WiFi, AC and mins to Airport
Arima
The price is AU$137
includes taxes & fees
23 May - 24 May
Cozy 1-bedroom apartment with WiFi, AC and mins to Airport

Breezy Bungalow Airport Suite

Breezy Bungalow Airport Suite
Piarco
10.0 out of 10, Exceptional, (1 review)
"The accommodation was really in a very convenient location, it had all the shops in walking distance. Very quiet and clean. I will certainly be booking this place for my family later in the year again!! 5 Stars from me!! "
United Kingdom
Troy J.
The price is AU$136
includes taxes & fees
18 May - 19 May
Breezy Bungalow Airport Suite

Charming Studio in Port of Spain With Pool Access

Charming Studio in Port of Spain With Pool Access
2.0 star property
Belmont
The price is AU$201
includes taxes & fees
18 May - 19 May
Charming Studio in Port of Spain With Pool Access

Stewart Guest Apt -Trincity, Airport, Full Apt

Stewart Guest Apt -Trincity, Airport, Full Apt
Trincity
10.0 out of 10, Exceptional, (4 reviews)
"Great property Centrally located "
United States
phillip
The price is AU$131
includes taxes & fees
18 May - 19 May
Stewart Guest Apt -Trincity, Airport, Full Apt

Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Santa Cruz
The price is AU$192
includes taxes & fees
17 May - 18 May
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

TinyUrb, a modern tiny house, big on comfort but with tiny living experience.

TinyUrb, a modern tiny house, big on comfort but with tiny living experience.
Chaguanas
9.4 out of 10, Exceptional, (6 reviews)
"This place was very clean and was one of the more updated places to stay. I would highly recommend if it is just you and your spouse/partner."
United States
Alayzia J.
The price is AU$190
includes taxes & fees
2 June - 3 June
TinyUrb, a modern tiny house, big on comfort but with tiny living experience.

Enjoy your stay at our cozy, private and charming Diego Martin apartment.

Enjoy your stay at our cozy, private and charming Diego Martin apartment.
Diego Martin
10.0 out of 10, Exceptional, (4 reviews)
"My stay was comfortable and awesome. The cleanliness and availability of household effects made me very relaxing, plus the safety and security of the area is phenomenal. Parking is also available on the premises. Thanks again for the wonderful and reasonable accommodation."
United States
Eric A.
The price is AU$185
includes taxes & fees
29 May - 30 May
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
Couva
10.0 out of 10, Exceptional, (1 review)
"This property was just as advertised. It was comfortable and inviting. Treston communicated with us to ensure we had everything we needed. If you do not have transport, you do have to walk out to get it, which we did not mind. Otherwise, the place did not disappoint at all. I would stay there again. Thank you Treston for your hospitality!"
United States
Ianna P.
The price is AU$190
includes taxes & fees
17 May - 18 May
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Enterprise Hotel Reviews

Find out more about Enterprise

Everything you need to know about Enterprise holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Enterprise holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Enterprise holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Enterprise holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Enterprise. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Enterprise holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Enterprise holiday rentals we have selected for you start as low as AU$135 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Enterprise rentals

At Expedia, we put the best Enterprise holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Enterprise rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Enterprise holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Enterprise. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Enterprise?

Yes, there are holiday rentals close to the most popular sights in Enterprise, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Enterprise has to offer?

Glencoe Townhome With Loft Jacuzzi and Pool: This holiday home rental outside of Enterprise offers an outdoor pool, a BBQ and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What can I see and do in Enterprise?

Explore the area and family-friendly sights such as Yerette - Home of the Hummingbird, or get out into nature at a spot like Queen's Park Savanah. Trincity Mall and University of the West Indies are a couple of places you'll find in the wider area.

What are holiday rentals like in Enterprise?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Enterprise. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.